Rosiglitazone - ≥98%, high purity , CAS No.122320-73-4, Agonist of FFA1 receptor;Agonist of Peroxisome proliferator-activated receptor-γ;Activator of TRPC5;Channel blocker of TRPM3

12 Citations
Item Number
R128083
Grouped product items
SKUSizeAvailabilityPrice Qty
R128083-250mg
250mg
In stock
$51.90
R128083-1g
1g
In stock
$157.90
R128083-5g
5g
In stock
$709.90
R128083-25g
25g
In stock
$3,193.90

Selective PPARγ agonist

Basic Description

SynonymsNSC-758698 | SCHEMBL14383595 | MFCD00137823 | 5-(4-(2-(methyl(pyridin-2-yl)amino)ethoxy)benzyl)-1,3-thiazolidine-2,4-dione | BCP0726000232 | Rosiglitazone- Bio-X | BCP03047 | HMS3884N08 | MFCD00000559 | Tox21_111434_1 | 5-((4-(2-Methyl-2-(pyridinylamino)e
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsRosiglitazone is a potent agonist for PPARγ with an EC50 of 43 nM for the human receptor. It is antidiabetic, working as an insulin sensitizer by binding to the PPARγ receptors in fat cells and making the cells more responsive to insulin.Selective PPARγ a
Storage TempStore at 2-8°C
Shipped InWet ice
GradeMoligand™
Action TypeACTIVATOR, AGONIST, CHANNEL BLOCKER
Mechanism of actionAgonist of FFA1 receptor;Agonist of Peroxisome proliferator-activated receptor-γ;Activator of TRPC5;Channel blocker of TRPM3
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

A potent and selective PPARγ agonist.

Associated Targets(Human)

TRPM3 Tchem Transient receptor potential cation channel subfamily M member 3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FFAR1 Tchem Free fatty acid receptor 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TRPC5 Tchem Short transient receptor potential channel 5 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MAOB Tclin Amine oxidase [flavin-containing] B (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CISD1 Tchem CDGSH iron-sulfur domain-containing protein 1 (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PPARA Tclin Peroxisome proliferator-activated receptor alpha (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PPARG Tclin Peroxisome proliferator-activated receptor gamma (116 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
INCHI InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)
InChi Key YASAKCUCGLMORW-UHFFFAOYSA-N
Canonical SMILES CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3
Isomeric SMILES CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3
WGK Germany 3
PubChem CID 77999
Molecular Weight 357.43

Certificates

Certificate of Analysis(COA)

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19 results found

Lot NumberCertificate TypeDateItem
H2209699Certificate of AnalysisMay 08, 2024 R128083
H2209700Certificate of AnalysisMay 08, 2024 R128083
H2209703Certificate of AnalysisMay 08, 2024 R128083
G2416496Certificate of AnalysisApr 27, 2024 R128083
G2416593Certificate of AnalysisApr 27, 2024 R128083
G2416594Certificate of AnalysisApr 27, 2024 R128083
I2312628Certificate of AnalysisAug 31, 2023 R128083
I2312627Certificate of AnalysisAug 31, 2023 R128083
I2312626Certificate of AnalysisAug 31, 2023 R128083
I2312625Certificate of AnalysisAug 31, 2023 R128083
I2312624Certificate of AnalysisAug 31, 2023 R128083
I2312623Certificate of AnalysisAug 31, 2023 R128083
I2312622Certificate of AnalysisAug 31, 2023 R128083
F2427005Certificate of AnalysisAug 31, 2023 R128083
H2209702Certificate of AnalysisJun 20, 2022 R128083
E2308104Certificate of AnalysisJun 20, 2022 R128083
E2306015Certificate of AnalysisJun 20, 2022 R128083
G2222396Certificate of AnalysisJun 16, 2021 R128083
G2219227Certificate of AnalysisJun 16, 2021 R128083

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Chemical and Physical Properties

SolubilitySoluble in DMSO (72 mg/ml at 25 °C), methanol, water (<1 mg/ml at 25 °C), ethanol (<1 mg/ml at 25 °C), and DMF (~25 mg/ml).
Sensitivityheat sensitive
Melt Point(°C)156 °C

Safety and Hazards(GHS)

WGK Germany 3
Merck Index 8265

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Citations of This Product

1. Ke Shenghui, Feng Yiwei, Luo Liying, Qin Wanzhao, Liu Huayu, Nie Jingchong, Liang Beijiang, Ma Hongjie, Xie Mao, Li Jingyu, Niu Zhijie, Li Guojian, Tang Anzhou, Xia Wei, He Guangyao.  (2023)  Isolation, identification, and induced differentiation of satellite cells from skeletal muscle of adult tree shrews.  IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL,    (1-18).  [PMID:38127228]
2. Jiawen Ai, Weize Zhao, Quan Yu, Xiang Qian, Jianhua Zhou, Xinming Huo, Fei Tang.  (2023)  SR-Unet: A Super-Resolution Algorithm for Ion Trap Mass Spectrometers Based on the Deep Neural Network.  ANALYTICAL CHEMISTRY,  95  (47): (17407–17415).  [PMID:37963290]
3. Zhang Shuai-nan, Liu Qi, Li Xu-zhao, Yang Wu-de, Zhou Ying.  (2023)  Cardioprotection of Eucommiae Folium: the extract and pharmaceutically active compounds attenuate hyperglycemia, mitochondrial dysfunction, calcium dyshomeostasis, insulin resistance, and oxidative stress in diabetic cardiomyopathy db/db mice.  JOURNAL OF PHARMACY AND PHARMACOLOGY,  75  (12): (1509-1520).  [PMID:37889854]
4. Yongju Ye, Weimei Zhou, Yuefang Ren, Jiali Lu, Aixue Chen, Ruiying Jin, Feilan Xuan.  (2023)  The ameliorating effects of Guizhi Fuling Wan combined with rosiglitazone in a rat ovarian model of polycystic ovary syndrome by the PI3K/AKT/NF-κB and Nrf2/HO-1 pathways.  GYNECOLOGICAL ENDOCRINOLOGY,  39  (1): (2254848).  [PMID:37706434]
5. Shi Sun, Yifang Wang, Jinhu Li, Ailing Wu, Yan Xie, Zhao Wang, Xinjie Zhao, Dandan Wang, Xiaolong Wu, Xinguang Liu.  (2023)  Network Pharmacology-Based Approach to Investigate the Active Ingredients and Therapeutic Mechanisms of Jingu Tongxiao Pill against Osteoarthritis.  ACS Omega,      [PMID:37663478]
6. Jianv Wang, Jing Jia, Qingqing He, Yang Xu, Hongye Liao, Xia Xiong, Li Liu, Changzhen Sun.  (2023)  A novel multifunctional mitochondrion-targeting NIR fluorophore probe inhibits tumour proliferation and metastasis through the PPARγ/ROS/β-catenin pathway.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,  258  (115435).  [PMID:37327679]
7. Zhuling Shao, Yingying Tian, Shan Liu, Xiao Chu, Wenjun Mao.  (2023)  Anti-Diabetic Activity of a Novel Exopolysaccharide Produced by the Mangrove Endophytic Fungus Penicillium janthinellum N29.  Marine Drugs,  21  (5): (270).  [PMID:37233464]
8. Yin Zhuang, Xiangying Sun, Siting Deng, Ya Wen, Qiujin Xu, Quanquan Guan.  (2023)  In vivo effects of low dose prenatal bisphenol A exposure on adiposity in male and female ICR offspring.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  257  (114946).  [PMID:37105096]
9. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li.  (2023)  An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods.  Foods,  12  (3): (539).  [PMID:36766067]
10. Jingyi Hu, Yiheng Tong, Zhaofeng Shen, Yanan Li, Cheng Cheng, Ryan Au, Feng Xu, Yajun Liu, Lei Zhu, Hong Shen.  (2022)  Gegen Qinlian decoction ameliorates murine colitis by inhibiting the expansion of Enterobacteriaceae through activating PPAR-γ signaling.  BIOMEDICINE & PHARMACOTHERAPY,  154  (113571).  [PMID:36007273]
11. Miaomiao Chi, Kunming Qin, Lei Cao, Min Zhang, Yingying Su, Xun Gao.  (2022)  Surface Functionalized Magnetic Nanoparticles as a Selective Sorbent for Affinity Fishing of PPAR-γ Ligands from Choerospondias axillaris.  MOLECULES,  27  (10): (3127).  [PMID:35630609]
12. Wei Guo,Jian Han,Shengmin Wu,Xiongjie Shi,Qiangwei Wang,Bingsheng Zhou.  (2019-12-06)  Bis(2-ethylhexyl)-2,3,4,5-tetrabromophthalate Affects Lipid Metabolism in Zebrafish Larvae via DNA Methylation Modification..  Environmental science & technology,  54  ((1)): (355-363).  [PMID:31804803]

References

1. Chen X, Yang L, Zhai SD.  (2012)  Risk of cardiovascular disease and all-cause mortality among diabetic patients prescribed rosiglitazone or pioglitazone: a meta-analysis of retrospective cohort studies..  Chin Med J,  125  (23): (4301-6).  [PMID:23217404]
2. Gantov M et al..  (2021)  Beige adipocytes contribute to breast cancer progression..  Oncol Rep,  45  (317-328).  [PMID:33416183]
3. Antoine A et al..  (2022)  Dysregulation of the Amniotic PPAR? Pathway by Phthalates: Modulation of the Anti-Inflammatory Activity of PPAR? in Human Fetal Membranes..  Life (Basel),  12  (4):   [PMID:35455039]
4. Chen X et al..  (2017)  Effects of Osteoglycin (OGN) on treating senile osteoporosis by regulating MSCs..  BMC Musculoskelet Disord,  18  (423).  [PMID:29073887]
5. Wu YX et al..  (2017)  Iguratimod prevents ovariectomy-induced bone loss and suppresses osteoclastogenesis via inhibition of peroxisome proliferator-activated receptor-?..  Mol Med Rep,  16  (6): (8200-8208).  [PMID:28983607]
6. Asimakopoulou A et al..  (2014)  Lipocalin-2 (LCN2) regulates PLIN5 expression and intracellular lipid droplet formation in the liver..  Biochim Biophys Acta,  1842  (10): (1513-24).  [PMID:25086218]
7. Pinkosky SL et al..  (2016)  Liver-specific ATP-citrate lyase inhibition by bempedoic acid decreases LDL-C and attenuates atherosclerosis..  Nat Commun,  (13457).  [PMID:27892461]
8. Katoh-Fukui Y et al..  (2019)  Mouse polycomb group gene Cbx2 promotes osteoblastic but suppresses adipogenic differentiation in postnatal long bones..  Bone,  120  (219-231).  [PMID:30389610]
9. Fu J et al..  (2021)  Rosiglitazone Alleviates Mechanical Allodynia of Rats with Bone Cancer Pain through the Activation of PPAR-? to Inhibit the NF-?B/NLRP3 Inflammatory Axis in Spinal Cord Neurons..  PPAR Res,  2021  (6086265).  [PMID:34484316]
10. Ke Shenghui, Feng Yiwei, Luo Liying, Qin Wanzhao, Liu Huayu, Nie Jingchong, Liang Beijiang, Ma Hongjie, Xie Mao, Li Jingyu, Niu Zhijie, Li Guojian, Tang Anzhou, Xia Wei, He Guangyao.  (2023)  Isolation, identification, and induced differentiation of satellite cells from skeletal muscle of adult tree shrews.  IN VITRO CELLULAR & DEVELOPMENTAL BIOLOGY-ANIMAL,    (1-18).  [PMID:38127228]
11. Jiawen Ai, Weize Zhao, Quan Yu, Xiang Qian, Jianhua Zhou, Xinming Huo, Fei Tang.  (2023)  SR-Unet: A Super-Resolution Algorithm for Ion Trap Mass Spectrometers Based on the Deep Neural Network.  ANALYTICAL CHEMISTRY,  95  (47): (17407–17415).  [PMID:37963290]
12. Zhang Shuai-nan, Liu Qi, Li Xu-zhao, Yang Wu-de, Zhou Ying.  (2023)  Cardioprotection of Eucommiae Folium: the extract and pharmaceutically active compounds attenuate hyperglycemia, mitochondrial dysfunction, calcium dyshomeostasis, insulin resistance, and oxidative stress in diabetic cardiomyopathy db/db mice.  JOURNAL OF PHARMACY AND PHARMACOLOGY,  75  (12): (1509-1520).  [PMID:37889854]
13. Yongju Ye, Weimei Zhou, Yuefang Ren, Jiali Lu, Aixue Chen, Ruiying Jin, Feilan Xuan.  (2023)  The ameliorating effects of Guizhi Fuling Wan combined with rosiglitazone in a rat ovarian model of polycystic ovary syndrome by the PI3K/AKT/NF-κB and Nrf2/HO-1 pathways.  GYNECOLOGICAL ENDOCRINOLOGY,  39  (1): (2254848).  [PMID:37706434]
14. Shi Sun, Yifang Wang, Jinhu Li, Ailing Wu, Yan Xie, Zhao Wang, Xinjie Zhao, Dandan Wang, Xiaolong Wu, Xinguang Liu.  (2023)  Network Pharmacology-Based Approach to Investigate the Active Ingredients and Therapeutic Mechanisms of Jingu Tongxiao Pill against Osteoarthritis.  ACS Omega,      [PMID:37663478]
15. Jianv Wang, Jing Jia, Qingqing He, Yang Xu, Hongye Liao, Xia Xiong, Li Liu, Changzhen Sun.  (2023)  A novel multifunctional mitochondrion-targeting NIR fluorophore probe inhibits tumour proliferation and metastasis through the PPARγ/ROS/β-catenin pathway.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,  258  (115435).  [PMID:37327679]
16. Zhuling Shao, Yingying Tian, Shan Liu, Xiao Chu, Wenjun Mao.  (2023)  Anti-Diabetic Activity of a Novel Exopolysaccharide Produced by the Mangrove Endophytic Fungus Penicillium janthinellum N29.  Marine Drugs,  21  (5): (270).  [PMID:37233464]
17. Yin Zhuang, Xiangying Sun, Siting Deng, Ya Wen, Qiujin Xu, Quanquan Guan.  (2023)  In vivo effects of low dose prenatal bisphenol A exposure on adiposity in male and female ICR offspring.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  257  (114946).  [PMID:37105096]
18. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li.  (2023)  An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods.  Foods,  12  (3): (539).  [PMID:36766067]
19. Jingyi Hu, Yiheng Tong, Zhaofeng Shen, Yanan Li, Cheng Cheng, Ryan Au, Feng Xu, Yajun Liu, Lei Zhu, Hong Shen.  (2022)  Gegen Qinlian decoction ameliorates murine colitis by inhibiting the expansion of Enterobacteriaceae through activating PPAR-γ signaling.  BIOMEDICINE & PHARMACOTHERAPY,  154  (113571).  [PMID:36007273]
20. Miaomiao Chi, Kunming Qin, Lei Cao, Min Zhang, Yingying Su, Xun Gao.  (2022)  Surface Functionalized Magnetic Nanoparticles as a Selective Sorbent for Affinity Fishing of PPAR-γ Ligands from Choerospondias axillaris.  MOLECULES,  27  (10): (3127).  [PMID:35630609]
21. Wei Guo,Jian Han,Shengmin Wu,Xiongjie Shi,Qiangwei Wang,Bingsheng Zhou.  (2019-12-06)  Bis(2-ethylhexyl)-2,3,4,5-tetrabromophthalate Affects Lipid Metabolism in Zebrafish Larvae via DNA Methylation Modification..  Environmental science & technology,  54  ((1)): (355-363).  [PMID:31804803]

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